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A furanquinone from Paulownia tomentosa stem for a new cathepsin K inhibitor
Author(s) -
Park Youmie,
Kong Jae Yang,
Cho Heeyeong
Publication year - 2009
Publication title -
phytotherapy research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.019
H-Index - 129
eISSN - 1099-1573
pISSN - 0951-418X
DOI - 10.1002/ptr.2716
Subject(s) - ic50 , cathepsin , cathepsin b , chemistry , stereochemistry , cathepsin l1 , cathepsin o , inhibitory postsynaptic potential , paulownia , hydrolysis , cathepsin d , biochemistry , in vitro , enzyme , biology , botany , neuroscience
In the search for novel inhibitors of cathepsin K, a new furanquinone compound, methyl 5‐hydroxy‐dinaphtho[1,2‐2′3′]furan‐7,12‐dione‐6‐carboxylate (1a), showed in vitro inhibitory activities for cathepsin K. Compound 1a was isolated originally from Paulownia tomentosa stem and its derivatives were synthesized. Furanquinone compounds (1a, 1b, 1c and 1d) were also found to be capable of inhibiting cathepsin L, which is closely related to cathepsin K. The inhibitory activity of the parent compound 1a (IC50 = 21 µm) for cathepsin K was slightly higher than those of the other three derivatives that have a methoxy (1b), propoxy (1c) or acetoxy (1d) group (IC50 = 33–66 µm) in the 5‐position of compound 1a. This implies that the 5‐hydroxyl functional group of 1a may have favorable effects on the reduction potential which are related to the cathepsin K inhibitory activities of furanquinone compounds. Therefore, the cathepsin K inhibitory activity of a new furanquinone compound is proposed. Copyright © 2009 John Wiley & Sons, Ltd.